ChemicalBook > CAS DataBase List > 4-CHLORO-2-ANISIDINE HYDROCHLORIDE

4-CHLORO-2-ANISIDINE HYDROCHLORIDE

Product Name
4-CHLORO-2-ANISIDINE HYDROCHLORIDE
CAS No.
93-50-5
Chemical Name
4-CHLORO-2-ANISIDINE HYDROCHLORIDE
Synonyms
4-CHLORO-O-ANISIDINE;p-Chloro-o-anisidine;2-Amino-5-chloroanisole;2-Methoxy-4-chloroaniline;4-Chloro-2-methoxyaniline;4-Chloro-o-anisidine (NH2=1);4-Chloro-2-methoxyaniline 98%;4-chloro-2-methoxy-benzenamin;4-chloro-2-methoxybenzenamine;4-Chloro-2-methoxybenzeneamine
CBNumber
CB8435071
Molecular Formula
C7H8ClNO
Formula Weight
157.6
MOL File
93-50-5.mol
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4-CHLORO-2-ANISIDINE HYDROCHLORIDE Property

Melting point:
52°C
Boiling point:
260°C (rough estimate)
Density 
1.1760 (rough estimate)
refractive index 
1.5430 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
3.90±0.10(Predicted)
form 
Solid
color 
Dark Brown
CAS DataBase Reference
93-50-5(CAS DataBase Reference)
EPA Substance Registry System
Benzenamine, 4-chloro-2-methoxy- (93-50-5)
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
Hazard Note 
Irritant/Keep Cold
HS Code 
2921420090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Usbiological
Product number
006360
Product name
4-Chloro-2-methoxyaniline
Packaging
250mg
Price
$446
Updated
2021/12/16
TRC
Product number
C367820
Product name
4-Chloro-2-methoxyaniline
Packaging
1g
Price
$465
Updated
2021/12/16
Apolloscientific
Product number
OR11504
Product name
4-Chloro-2-methoxyaniline
Purity
98%
Packaging
1g
Price
$56
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC20021
Product name
4-Chloro-2-methoxyaniline
Packaging
250mg
Price
$60
Updated
2021/12/16
SynQuest Laboratories
Product number
4656-5-U6
Product name
4-Chloro-2-methoxyaniline
Purity
98%
Packaging
1g
Price
$61
Updated
2021/12/16
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4-CHLORO-2-ANISIDINE HYDROCHLORIDE Chemical Properties,Usage,Production

Chemical Properties

Dark Brown Low Melting Solid

Uses

4-Chloro-2-methoxyaniline is an important intermediate used for the synthesis of CXCR2 antagonists and some CD4-gp120 binding inhibitors.

Synthesis

6627-53-8

93-50-5

General procedure: Make a suspension of iron powder (5.0 eq.), ammonium chloride (0.65 eq.) and distilled water and reflux for 15 minutes. 2-Nitro-5-chloroanisole (1.0 eq.) was added slowly and the reaction mixture continued to be stirred under reflux conditions. The progress of the reaction was monitored by thin layer chromatography (TLC) and when the reaction was complete, the reaction mixture was neutralized by slow dropwise addition of 5% aqueous sodium bicarbonate, followed by filtration through diatomaceous earth. The filtrate was extracted three times with ethyl acetate. The organic phases were combined and washed once each with saturated saline and 5% aqueous hydrochloric acid, in that order. The aqueous phases were combined, the pH was adjusted to neutral with 20% aqueous sodium hydroxide, and then extracted three times with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The product can be purified by mixed solvent column chromatography with ethyl acetate/hexane or used directly as a crude product. Product purity was confirmed by 1H-NMR. Example 1: The crude 4-chloro-2-methoxyaniline was obtained as a dark purple oil (1.15 g, 91% yield) from the reaction of iron powder (2.23 g, 40 mmol), ammonium chloride (278 mg, 5.2 mmol), water (48 mL), and 5-chloro-2-nitroanisole (1.5 g, 8.0 mmol) for 1.5 h. The reaction was carried out by 1H NMR ( 300MHz, CDCl3): δ 6.78 (m, 2H), 6.65 (d, 1H), 3.86 (s, 3H). Example 2: 4-Chloro-2-methoxyaniline crude was obtained as a dark purple oil (2.35 g, 93% yield) after reacting for 2 hours with iron powder (4.47 g, 80.0 mmol), ammonium chloride (556 mg, 10.4 mmol), water (80 mL) and 5-chloro-2-nitroanisole (3.0 g, 16.0 mmol). No 1H-NMR analysis was performed.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 14, p. 3864 - 3867
[2] ChemMedChem, 2014, vol. 9, # 5, p. 962 - 972
[3] Patent: WO2006/71730, 2006, A1. Location in patent: Page/Page column 79; 80
[4] Patent: WO2014/28805, 2014, A1. Location in patent: Page/Page column 65
[5] Patent: WO2004/37789, 2004, A2. Location in patent: Page 312

4-CHLORO-2-ANISIDINE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-CHLORO-2-ANISIDINE HYDROCHLORIDE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
4-Chloro-2-Methoxyaniline 93-50-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-25
Shaanxi Dideu Medichem Co. Ltd
Product
4-CHLORO-2-ANISIDINE HYDROCHLORIDE 93-50-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000KG
Release date
2024-08-09
Career Henan Chemical Co
Product
4-CHLORO-2-ANISIDINE HYDROCHLORIDE 93-50-5
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg; 2kg;10kg; 100kg
Release date
2019-08-30

93-50-5, 4-CHLORO-2-ANISIDINE HYDROCHLORIDERelated Search:


  • 4-Chloro-2-methoxyaniline 98%
  • 4-Chloro-o-anisidine (NH2=1)
  • 1-Amino-4-chloro-2-methoxybenzene
  • (4-chloro-2-methoxy-phenyl)amine
  • 2-Methoxy-4-chloroaniline
  • 4-Chloro-2-Methoxyaniline hydrochloride
  • Benzenamine, 4-chloro-2-methoxy-
  • 4-chloro-2-methoxy-benzenamin
  • 4-CHLORO-O-ANISIDINE
  • 4-CHLORO-O-ANISIDINE HYDROCHLORIDE
  • 4-CHLORO-2-ANISIDINE HYDROCHLORIDE
  • 4-CHLORO-2-METHOXY-PHENYLAMINE HYDROCHLORIDE
  • 4-CHLORO-2-METHOXYBENZENAMINE HYDROCHLORIDE
  • p-Chloro-o-anisidine
  • 2-Amino-5-chloroanisole
  • 4-Chloro-2-methoxyaniline
  • 4-chloro-2-methoxybenzenamine
  • 2-Amino-4-chloro-1-methoxybenzene
  • 4-Chloro-2-methoxybenzeneamine
  • 2-AMINO-5-CHLOROANISOLE HYDROCHLORIDE
  • 93-50-5
  • C7H8CINOHCl
  • Amines
  • blocks
  • Aromatics
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals